Holiday rentals in Underhill Pond

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Top-rated holiday rentals in Underhill Pond

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Top guest favourite
The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.
Cabin in Saugerties
5 out of 5 average rating, 118 reviews

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

Top guest favourite
A modern living space is featured with a gray sofa adorned with yellow cushions. A round turquoise ottoman complements a patterned area rug on warm wood flooring. The room includes an open kitchen area visible in the background, with light streaming through the windows.
Guest house in Hudson
4.97 out of 5 average rating, 107 reviews

Stylish, New Carriage House on Warren St!

Enjoy your stay at this adorable, newly-renovated, 2- bedroom Carriage House located in the heart of Hudson. Restaurants, galleries, antiques shops and bar are just steps away! This Carriage House is a free-standing 2-story, located on Warren Street. It offers a parking pass directly behind building in a municipal parking lot. The Amtrak station is a 12-15 minute walk away. The Carriage is located behind the main building which houses a gift shop and a wine bar, Sisters Hudson and Bar Bene.

Top guest favourite
Flat in Hudson
4.97 out of 5 average rating, 217 reviews

Studio Oasis nr Warren St w porch & yard

Oasis in midst of downtown Hudson, 2 blocks fr Warren St, short walk fr Amtrak, 1/2 block fr Empire State Trail. Spacious, sunny studio apartment w fenced in yard, park-like setting & private porch to relax, have a meal or watch the world go by. Inside this elegant 1850 home, you’ll find bedroom, living room and work areas, full kitchen w dining table, and a large bathroom w clawfoot tub and a walk in shower. Original architectural details have also been preserved with care. Come, and enjoy!

Top guest favourite
A charming blue bungalow features a welcoming red front door and white accents. A traditional porch with railings is visible, alongside a garage. Lush greenery surrounds the property, enhancing the inviting exterior of the home.
Home in Hudson
4.91 out of 5 average rating, 141 reviews

Bungalow Hudson - steps from Warren w/ huge patio!

Relax at this bright and comfy 3-bedroom home in the heart of Hudson! The open kitchen flows out to a private patio perfect for grilling, morning coffee, or a sunset glass of wine. Just two blocks from Oakdale Lake for summer swims or winter sauna sessions, and a short walk to Warren Street favorites like Lil Deb’s, Rivertown Lodge, Backbar, Cafe Mutton, and The Maker. A stylish and peaceful escape with all the charm of Upstate - perfect for long weekends, antique hunts, or cozy nights in.

Top guest favourite
A bright living area features a comfortable sofa adorned with decorative pillows in relaxing tones. A vibrant yellow armchair adds a pop of color, while natural light fills the space through large windows with soft curtains. A round coffee table sits at the center, accompanied by a sleek TV stand.
Flat in Hudson
4.97 out of 5 average rating, 349 reviews

Stylish Hudson Getaway

Enjoy our one bedroom home in the heart of beautiful Hudson, New York. Steps away from the best shops and restaurants Warren Street has to offer, our apartment is on a beautiful residential street with historic views. Introduce yourself to our town with the peace of mind that when you return to this Airbnb, you can relish in the delight of organic cotton sheets, lush robes and slippers, an assortment of organic teas and coffee, and some of the best products from our sweet little city.

Guest favourite
A modern kitchen area is showcased with a wooden countertop and sleek cabinetry. Two wooden stools are placed at the counter. A cozy seating area is visible in the background, featuring a dark sofa with patterned cushions. Natural light streams in through large windows.
Holiday home in Hudson
4.85 out of 5 average rating, 150 reviews

Great top fl near cnter with sunroom and a view cc

Experience comfort and convenience in this Hudson apartment, perfect for solo travelers, couples, or small families. Enjoy the cozy ambiance of this space, complete with a fully equipped kitchen, and organic washing and cleaning products. You'll find comfortable sleeping arrangements, as well as Smart TV and board/card games for your entertainment. Unwind on your private patio. Whether you're here for business or leisure, don't miss out on this spacious, bright, peaceful space.

Guest favourite
Home in Hudson
4.92 out of 5 average rating, 102 reviews

Hudson River Sunset Getaway

With sunset views of the Hudson River and Catskill Mountains you can relax poolside during the summer months or enjoy the changing fall colors next to a cozy back yard bonfire in the fall. Located only 5 mins to downtown Hudson where you’ll find ample dining, drinking & shopping opportunities. Or head out to explore the Catskill Mountain Range only 30 mins away for the best hiking and skiing in the area. Sunset House is the perfect place for families or a couples getaway!

Top guest favourite
A modern cabin exterior is set against a backdrop of colorful autumn foliage. The structure features large glass doors and windows, allowing natural light to flow inside. A spacious lawn is visible, complemented by seating arrangements on the patio, inviting relaxation in nature.
Cabin in Round Top
4.99 out of 5 average rating, 146 reviews

Contemporary Cabin in Catskill Mountains

Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

Superhost
A charming country home is presented with a welcoming red front door. A pergola covers the entryway, surrounded by well-maintained landscaping that includes shrubs and a stone path. The exterior features light yellow siding, providing a warm, inviting appearance.
Home in Hudson
4.82 out of 5 average rating, 271 reviews

Bright, Airy Home in Hudson w/ TONS of Character!

Welcome to 514 Route 66! Conveniently located 5 min from historic Warren St, this bright and stylish country home is just minutes from downtown Hudson, where you can enjoy fine-dining restaurants, hip cocktail bars, art galleries, antique shopping, and more. Or, just relax, stay home, and sip coffee or wine in the sun-drenched living area, beneath the vaulted ceiling. A perfect mix of town and country, for a perfect upstate weekend.

Guest favourite
A vintage black rotary phone sits atop a white marble-topped table. The table holds a collection of stacked books in various colors. Two elegant white candles are placed in gold holders alongside a minimalist white vase, which is decorated with a leafy plant. The background features a patterned wall in earthy tones.
Home in Hudson
4.94 out of 5 average rating, 126 reviews

Designer Home, Hot Tub, Private Yard, & Projector

A cozy, charming retreat just minutes from downtown Hudson—perfect for couples, families, or small groups looking to relax, unwind, and explore the Hudson Valley. + Hot tub, firepit & BBQ + Mini movie theater w/ projector + Dedicated workspace w/ views + Fast WiFi + Smart TV + Stocked kitchen + Coffee setup + Professionally designed interiors + Quick drive to Warren Street + Nature trail to Oakdale Lake

Top guest favourite
A cozy living area features a leather sectional sofa alongside a plush, oversized armchair. A low coffee table is positioned on a patterned area rug. Light streams through large windows adorned with sheer curtains, creating a warm and inviting atmosphere in the space.
Home in Hudson
4.94 out of 5 average rating, 186 reviews

Spacious 2BR Flat in the Heart of Hudson

Forget your worries in this spacious and serene space. This big and beautiful historic home is located on a quiet street, two blocks away from the Main Street in Hudson. Within a few minutes walk you will be surrounded by all the antique shops, cafés, restaurants, and the farmers market. Yet, if you are looking for a quiet sanctuary, with tranquil lake walks just one block away, this is a place for you.

Top guest favourite
The exterior of a single-story home is showcased, featuring a classic mid-century modern design. A spacious screened-in porch and well-maintained grounds overlook the serene river. The backdrop includes rolling hills and a cloudy sky, hinting at the scenic beauty of the surrounding landscape.
Home in Hudson
4.87 out of 5 average rating, 108 reviews

Owl's Nest (Rip's Retreat)

Privately nested single-story on a sloping riverfront view. Preserved charms of a mid-century modern design. Spacious, cozy, scenic, and rustic. Large fireplace. Screened in porch. 5 minute drive to Hudson. Co-host lives in the basement level of the house, accessed by a separate entrance, and may access that area during your stay. Feel free to say hi and ask any questions about the house or area.

Popular amenities for Underhill Pond holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Columbia County
  5. Hudson
  6. Underhill Pond